In her memoir Unqualified (out now), she writes about her "relationships, both disastrous and heartwarming," and shares stories from her youth in Edmonds, Wa., and her life in Hollywood. Anna holds nothing back as she tells stories about her actor ex-husbands Ben Indra and Chris Pratt (who wrote the forward), and she also includes never-before-seen, embarrassing photos.

Here, E! News selects a few highlights from Unqualified:

1. On Losing Her Virginity

Anna lost her virginity at age 17, just a year after she got "drunk" and had her first kiss during a hotel party. At the time, she was still in high school and dating Chad Burke, an older student at the University of Washington. "We were in the frat house, deep into our red Solo cups of jungle juice, and suddenly Chad grabbed my hands, looked into my eyes, and said, 'Anna, I want you to lose your virginity to me,'" she recalls. Anna did, too, but told him she wanted to wait until after her 17th birthday. "I don't know why that age marker was important to me, but my birthday was 10 days later, so I figured we wouldn't have to wait much longer." But, just a few days after her birthday, her vagina "started hemorrhaging" and she lost about 50 percent of her blood in three days. "I had a cyst on my right ovary—the particularly gnarly kind that has hair and teeth is just incredibly gross." After a weeklong hospitalization, she needed to heal. So, in January, she told him she wanted to lose her virginity at lunch. "That's what we did. And it was horrible."

Dutton

"It was a solid C. I certainly didn't come, but nobody comes their first time. At that point in my life, I had never masturbated. I had never even explored, so I had no help to offer Chad in terms of getting me off. But I wasn't really in it for sexual pleasure," she recalls. "I was just head over heels for this guy, and at the time I thought if I was going to keep a man I had to give my p----y over lunchtime at his parents' house." It took Anna "many more years of sex" before she felt comfortable and confident. "If it hadn't been for my massive insecurity about my body, I probably would have been incredibly promiscuous. I was totally intoxicated with the idea of feeling like a sexual being, and I wanted men to want me. But I was also completely ashamed of my body, especially my boobs (or lack thereof), and insecure about my abilities as a lover."

Anna adds that she has slept with five men in total—and she married two of them.

2. On Getting Married—Twice

Anna believes in marriage, but unlike some women, the 40-year-old actress hasn't spent a lifetime planning her big day. "It's not just the fuss. The modern rituals of weddings—the big surprise proposal, the bridal party, the show of it all—they make me uncomfortable. I know. I'm a buzz kill. But a lot of women question those out dated rituals, right? How can you not? Both Ben and Chris asked my father if it was OK to propose to me, and in both cases my dad said while of course he thought it was very considerate of them to ask, it was 'unnecessary because it is completely my daughter's choice,'" the actress says. "I thought that was pretty cool of him."

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Anna, who met Ben on the set of the 1999 horror flick Lovers Lane, reveals he first proposed on their way to get lunch—with their friend Alex in tow. "We walked into an antique watch store that also had a lot of jewelry. Ben looked at the wedding rings and said, 'Which one do you like?'" Anna replied that she simply "wanted to eat Mexican food," but he told her to take another look at the display case. "I pointed to a vintage ring with a Victorian look and said, 'I don't know. This one is kind of cool,'" she writes. Ben purchased it and got down on one knee. "I think my exact words were, 'No, no, no, no, no. This is not how this is happening.' Alex was there, and we were on our way to eat burritos. I didn't even know if I wanted to marry Ben at all, but I certainly didn't want to commit in that moment with Alex and the jewelry watching."

Ben proposed a second time, about six or seven months later. The actors had dinner and drinks at the Mondrian Hotel, and Ben suggested they get a room to spend the night. What Anna didn't know is that he'd covered the bed in rose petals. "When we got upstairs he got down on one knee and said all the nice things you might imagine for a marriage proposal. That's when I said yes," she says. "I remember thinking in that moment that I didn't want to tell my parents."

"In retrospect," Anna admits, "I should have examined that more."

Things were different with Chris. In 2009, they traveled to Bali for a friend's wedding. Chris had already asked Anna to marry him, and after they learned there was a "wedding option" when they booked a room, they decided to take the plunge. "It was a gorgeous ceremony that was just for the two of us. We had already told our parents that we were probably going to elope, and we'd promised them that we would have a party at home, too," she writes. "It took us three years to make it happen, and we had a big celebration that ended up being the wedding we'd been trying to avoid, but this time it was pretty incredible. We hosted 70 people at a lodge in Washington. My dad officiated the ceremony, and it was exactly the way we wanted it."

Columbia Pictures

3. On Getting Divorced

Anna filed for divorce from Ben in April 2007, citing irreconcilable differences. Towards the end, she realized they had rushed into tying the knot without really getting to know each other. "It felt like I was crossing something off the list," she says. "Live together, check. Marriage, check."

Shortly before Anna filed for divorce, she and Ben spent two weeks exploring the English countryside. "It was great, except every day we were searching for conversation," Anna writes. "It was as if I suddenly realized, after almost a decade, that we had almost nothing in common."

4. On Finding Love Again

Anna and Chris met on the set of the 2007 comedy Take Me HomeTonight (which was shelved for four years). "When I first met Chris, the most striking thing about him was that he knew how to be happy and he knew how to make the best out of a bad day," she writes. But at the time, she was still married, meaning she was "technically off the market." After Ben visited her on set, Topher Grace pulled her aside and asked, "Anna, what the f--k are you doing with that guy?" According to Anna, his bold question was like "a wonderful splash of water to the face."

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Though she had been Chris' wingwoman, Anna could no longer deny that her feelings for him were more romantic than platonic. "I needed someone to come along and show me something different than the relationship I knew," she writes. Though they weren't physically involved for some time, "I couldn't deny that something was happening between us...I was head over heels, and that made me feel helpless in a period of my life when all I wanted was to feel powerful and understand my self-worth." So, after her conversation with Topher, she talked to Ben on the phone and told him it was over. "Pretty soon I was knocking on Chris' door and was basically like, 'Hi. I'm ready to get boned.'" Things moved fast between the actors. "I think the real problem was that as soon as Chris and started dating, I wanted to marry him," she says. Once they began getting sexual, "It was hot and heavy in a way I'd never experienced before."

Anna still regrets how her first marriage ended. "Sure, I get to proclaim I didn't f--k Chris before I left Ben, but what is there to celebrate in that? It didn't make me a hero. After all, I wanted to, desperately. And I had feelings for him, obviously, even if I wasn't honest with myself about what those were," Anna admits. "So while I didn't cheat, I'm not completely innocent, either."

Robert Voets/Warner Bros. Entertainment Inc.

5. On Getting Plastic Surgery

After her first divorce, Anna was cast as a former Playboy Playmate in 2008's The House Bunny. It was around that time that the actress decided to get lip injections. But, after a friend politely warned her that it was becoming too obvious she'd had work done, she began weaning herself off. Anna calls her plumper pout a "mistake," simply because "it wasn't the right choice for me."

Anna has no regrets about getting breast implants, however. Chris was supportive of her decision to go under the knife, telling her, "Honey, I love your body no matter what you do." Ten years later, Anna is still "happy" she went through with the surgery. "I'm happy I waited until I was 30. It's a personal decision and I certainly wouldn't recommend it to everyone. But it does bother me that women are very much criticized by other women for these kinds of choices," the Mom star explains. "I don't know why we're quite so hard on each other about it."

Capture Pix/REX/Shutterstock

6. On Becoming a Tabloid Target

Before the couple announced their separation in the summer of 2017, they worked hard to maintain an image of perfection. "A while back, Chris asked me if I felt a lot of pressure from being in a high-profile relationship and I told him that I did. That he was asking the question made me think that he probably felt that way, too," the actress writes. "We felt that a good offense was the best defense. So instead of being a couple who never spoke publicly about their relationship, we posted silly photos. We tried to let people into our lives to some degree."

Everything "changed" after Chris filmed the 2016 movie Passengers with JenniferLawrence. "Even before they met in person, my publicist, out of the blue, pulled me aside: 'Anna listen, there are going to be paparazzi all over them. There are going to be shots of them laughing together on their way to set. There are going to be stories circulating and you have to brace yourself for this,'" she recalls. At the time, "I didn't think it would bother me. But then, when it actually started and magazines began running rumors, it was totally hurtful." Anna spoke about her feelings in a few interviews and on her podcast, yet the rumors persisted. "Jennifer and I are really friendly, and she was apologetic even though she didn't need to be because she hadn't done anything wrong. She's awesome, but of course it's hurtful and also embarrassing when people are saying your husband is cheating on you—even if it's patently untrue." When rumors like that refuse to fade away, she says in Unqualified, "You still feel and look like a fool."

7. On Becoming a Mother

Anna and Chris tried for a year to conceive a child, and the actress got pregnant at age 35. Their son, Jack Pratt, arrived prematurely, at 30 weeks and 1 day. He was rushed to the NICU, where he remained for about a month. On the fourth day, the doctor sat the new parents down and said Jack had some severe brain bleeding and there was a chance he could be developmentally disabled. "Chris and I did what we could, which was hold hands and hope and face it together."

"I felt so incredibly close to Chris in those moments," the actress writes. "It was all so unexpected and we knew we might be raising a child who was completely different than we had imagined, and I felt so lucky to have a partner who would be able to rise to the occasion with me." Today, their son is "full of wonder and mischief." Jack "has a couple of physical problems—his legs have high tone and often appear stuff, so he walks on his tippies a lot. He wears glasses and has to wear an eye patch for 20 minutes a day to strengthen his vision. But given that those are the biggest challenges," she says, "we count ourselves as extremely lucky."

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